19841-74-8

Usage

Uses

Used in Chemical Synthesis:
1-Ethyl-1,4-cyclohexadiene is used as a precursor in the chemical synthesis industry for the production of other chemicals and pharmaceuticals. Its reactivity and stability make it a valuable intermediate in the synthesis of various organic compounds.
Used in Solvent Applications:
In the industrial sector, 1-Ethyl-1,4-cyclohexadiene is used as a solvent for various processes. Its ability to dissolve a wide range of substances makes it suitable for use in different applications, including the manufacturing of coatings, adhesives, and other chemical products.
Used in Pharmaceutical Production:
1-Ethyl-1,4-cyclohexadiene is utilized in the pharmaceutical industry for the production of certain drugs. Its chemical properties allow it to be a key component in the synthesis of medicinal compounds, contributing to the development of new therapeutic agents.
Safety Considerations:
Given its flammability and potential for causing respiratory and skin irritation, 1-Ethyl-1,4-cyclohexadiene requires proper handling and storage to prevent accidents and health hazards. The use of personal protective equipment, such as gloves and respirators, is essential when working with 1-ETHYL-1,4-CYCLOHEXADIENE. Additionally, it should be stored in well-ventilated areas away from ignition sources to mitigate the risk of fire.

InChI:InChI=1/C8H12/c1-2-8-6-4-3-5-7-8/h3-4,7H,2,5-6H2,1H3

Upstream product

• 100-41-4 ethylbenzene 
• 119146-73-5 7-methyl-trans-bicyclo<4.1.0>hept-3-ene 
• 64-17-5 ethanol 
• 7664-41-7 ammonia 
• 71-43-2 benzene 
• 98-86-2 acetophenone 
• 119-61-9 benzophenone 
• 15094-06-1 trans-ethylidenecyclohexene 
• 100-40-3 4-ethenylcyclohexene 
• 98-85-1 1-Phenylethanol 

Downstream Products

• 3275-00-1 1-methoxy-1-ethylcyclohexane 
• 16657-86-6 4-Ethyl-4-methoxycyclohex-1-en 
• 138714-10-0 trans-1,4-Dimethoxy-1-ethylcyclohexan 
• 1498315-14-2 C₈H₁₂O 
• 1498315-15-3 C₈H₁₂O 
• 100-41-4 ethylbenzene 

Relevant academic research and scientific papers

Substituent effects on the dehydration of arene hydrates in aqueous solution

Rate constants have been determined by UV spectrophotometry at 25 °C for the acid-catalyzed dehydration of different types of monocyclic arene hydrates including those substituted at the 1-, 2- or 3-positions. General acid catalysis was not observed, and linear plots of pseudo-first-order rate constants for dehydration against hydronium concentration were obtained. A Hammett plot of the second-order rate constants for acid-catalyzed dehydration, kH (M-1s-1), of unsubstituted- (8a), 3-substituted (8b, 8c, 8d, 8e) and 1-substituted-benzene hydrates (14f and 14h) shows an excellent correlation with σ+ values and yields a large negative ρ-value of -6.5. The results are consistent with rate-determining formation of a benzenium ion in which direct mesomeric interaction with the substituent occurs, presumably permitted by the coplanar arrangement of the diene and carbocation centre in the intermediate. Data points for 2-substituted arene hydrates (13f, 13g, 13h, 13i) deviate negatively from the Hammett plot as direct mesomeric interaction with the substituent is not possible in the corresponding benzenium intermediates. Copyright 2013 John Wiley & Sons, Ltd. A large negative ρ-value of -6.5 is obtained in a correlation of rate constants for the acid-catalyzed dehydration of arene hydrates with σ+ values. Copyright

Reductions of benzene derivatives whose benzylic positions bear oxygen atoms under mild conditions

Reductions of compounds whose benzylic positions bear O-atoms, such as benzyl alcohol, dibenzyl ether, styrene oxide, benzaldehyde, acetophenone, and benzophenone, to the corresponding non-conjugated dienes were performed by using t-BuOH, Li, and gaseous

Relative Thermodynamic Stabilities of 3-Ethylidenecyclohexenes and Isomeric Ethylcyclohexadienes

The relative thermodynamic stabilities of the E and Z forms of 3-ethylidenecyclohexene, 1-ethyl-1,3-cyclohexadiene, 2-ethyl-1,3-cyclohexadiene and 1-ethyl-1,4-cyclohexadiene were determined by t-BuOK catalyzed chemical equilibration in DMSO solution.From the variation of the equilibrium composition with temperature the enthalpy, entropy and Gibbs energy differences between the isomeric species were evaluated.The ethylidenecyclohexenes were found to be the most abundant species at thermodynamic equilibrium, owing to their 9-12 kJ mol-1 lower enthalpy values.The entropy term, however, favors the cyclohexadienes by 7-11 J K-1 mol-1.

Composition of Mixtures of Hydrocarbons after BIRCH-Reduction of Substituted Benzenes and Acid Catalyzed Addition of Alcohols to Alkylsubstituted Cyclohexenes and Carbohexa-1,4-dienes

10 different benzene hydrocarbons 1, indane, tetraline, anisol and phenol are reduced by sodium in liquid ammonia in the presence of methanol to the BIRCH products 2.The product mixture compositions are determined through capillary GLC.On storage at +6 deg C some rearomatization of the 1,4-cyclohexadienes 2 occurs.Data of the 1H- and 13C-.n.m.r. spectra and also mass spectra of the BIRCH 1,4-dienes 2 are given.For comparison 4-alkoxycyclohexenes 4 and 1-alkoxy-1-methylcyclohexanes 8 are prepared and spectroscopically characterized.Acid-catalyzed addition of alcohols to the 1,4-cyclohexadienes systems is a slow process and gives the 4-alkoxy-4-alkylcyclohex-1-enes (4) only in moderate yields up to 30percent.Most of the products are dimers 5 and also oligomers 6 of the parent hydrocarbons 2.

Isomerisation de dienes-1,5 fonctionnalises par le fer pentacarbonyle

A series of various, functionnalized 4-vinylcyclohexene derivatives, substituted with electron-withdrawing or -donating groups on the exocyclic double bond, have been isomerized by pentacarbonyliron, under thermodynamic control with heating, into a mixture of conjugated cyclohexadiene tricarbonyliron complexes, of which the 2-substituted derivative is the predominant.When ferrous chloride is used as the co-catalyst, the isomerisation proceeds under kinetic control to give the 1-substituted cyclohexadienetricarbonyliron complex as the major derivative.Reaction mechanisms, have been proposed for these isomerisation processes, which provide a new selective route to such derivatives.The formation of η4-1,4-cyclohexadienetricarbonyl complexes as intermediates has been excluded, and it is shown that the thermal isomerisation proceeds via η2-complexes that are formed by successive 1,3-hydrogen shifts.

Molecules with Twist Bent Bonds. The Synthesis, Properties, and Reactions of trans-Bicyclohept-3-ene and Certain Methylated Derivatives

trans-Bicyclohept-3-ene, 7-methyl-trans-bicyclohept-3-ene, and 7,7-dimethyl-trans-bicyclohept-3-ene have been synthesized.Comparison of their ease of oxidation with the ease of oxidation of the analogous cis-bicyclohept-3-enes has been made.Both the thermal and transition-metal complex promoted rearrangements of the trans-bicyclohept-3-enes have been studied.These systems thermally convert to the cis-bicyclohept-3-enes above 100 deg C and are catalytically rearranged at ambient temperature.Trans to cis isomerization alsooccurs at ambient temperature under photoinduced single electron transfer conditions.

Molecules with Twist Bent Bonds. A Comparison of the Thermal and Transition-Metal-Complex Promoted Rearrangements of Derivatives of trans-Bicyclohept-3-ene

7-Methyl-trans-bicyclohept-3-ene has been synthesized and the thermal and transition-metal-complex promoted rearrangements of trans-bicyclohept-3-ene, 7-methyl-trans-bicyclohept-3-ene, and 7,7-dimethyl-trans-bicyclohept-3-ene have been compared.